# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 08:05:21 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 W8X  W8X  '{2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid'  ligand  35  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W8X
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 W8X  O23  O   OC    -1  -0.621  -6.7800  -2.8529   0.3309
 W8X  C21  C   C      0   0.386  -5.5608  -2.6195   0.2187
 W8X  O22  O   O      0  -0.585  -4.6207  -3.4246   0.2309
 W8X  C20  C   CH2    0  -0.343  -5.2445  -1.1237   0.0545
 W8X  O19  O   O2     0  -0.439  -3.8505  -0.9183  -0.1106
 W8X  C12  C   CR6    0   0.402  -3.3889   0.3271  -0.2224
 W8X  C15  C   CR16   0  -0.343  -4.1954   1.4645  -0.2014
 W8X  C17  C   CR6    0  -0.023  -3.6059   2.7165  -0.3018
 W8X  CL1  CL  CL     0  -0.121  -4.6313   4.1133  -0.2823
 W8X  C16  C   CR16   0  -0.245  -2.2387   2.8829  -0.4117
 W8X  C14  C   CR16   0  -0.249  -1.4467   1.7425  -0.4213
 W8X  C13  C   CR6    0  -0.180  -1.9979   0.4738  -0.3400
 W8X  C10  C   C      0   0.516  -1.1108  -0.7270  -0.4477
 W8X  O11  O   O      0  -0.474  -1.2205  -1.5310  -1.3583
 W8X  N9   N   NH1    0  -0.612  -0.1733  -0.8002   0.5145
 W8X  C8   C   CH2    0  -0.369   0.8787  -1.7884   0.5512
 W8X  C2   C   CR6    0   0.123   2.2408  -1.1812   0.3256
 W8X  C3   C   CR16   0  -0.306   3.2845  -1.4322   1.2068
 W8X  C5   C   CR16   0  -0.212   4.5465  -0.8881   1.0014
 W8X  C6   C   CR6    0  -0.124   4.7563  -0.0779  -0.1024
 W8X  BR7  BR  BR     0  -0.049   6.4640   0.6763  -0.3935
 W8X  C4   C   CR16   0  -0.210   3.7304   0.1902  -0.9989
 W8X  C1   C   CR16   0  -0.288   2.4801  -0.3643  -0.7767
 W8X  H2   H   HCH2   0   0.235  -5.7924  -0.7325  -0.8108
 W8X  H3   H   HCH2   0   0.235  -5.6066  -0.5849   0.9383
 W8X  H4   H   HCR6   0   0.302  -5.2689   1.3903  -0.1054
 W8X  H5   H   HCR6   0   0.280  -1.7966   3.8657  -0.4903
 W8X  H6   H   HCR6   0   0.269  -0.3732   1.8544  -0.5112
 W8X  H7   H   HNH1   0   0.410  -0.1830  -0.1100   1.2488
 W8X  H8   H   HCH2   0   0.273   0.8586  -2.3060   1.5118
 W8X  H9   H   HCH2   0   0.275   0.6676  -2.5333  -0.2157
 W8X  H10  H   HCR6   0   0.266   3.1201  -2.0619   2.0728
 W8X  H11  H   HCR6   0   0.280   5.3434  -1.0970   1.7025
 W8X  H12  H   HCR6   0   0.280   3.8943   0.8207  -1.8626
 W8X  H13  H   HCR6   0   0.263   1.6863  -0.1549  -1.4833

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 W8X  O22  C21  deloc     1.238  0.020  1.238
 W8X  C20  C21  single    1.538  0.020  1.538
 W8X  C20  O19  single    1.419  0.020  1.419
 W8X  CL1  C17  single    1.733  0.020  1.733
 W8X  C21  O23  deloc     1.246  0.020  1.246
 W8X  C15  C17  aromatic  1.387  0.020  1.387
 W8X  C15  C12  aromatic  1.394  0.020  1.394
 W8X  O19  C12  single    1.333  0.020  1.333
 W8X  C17  C16  aromatic  1.382  0.020  1.382
 W8X  C12  C13  aromatic  1.404  0.020  1.404
 W8X  C16  C14  aromatic  1.389  0.020  1.389
 W8X  C13  C14  aromatic  1.386  0.020  1.386
 W8X  C13  C10  single    1.497  0.020  1.497
 W8X  N9   C10  single    1.345  0.020  1.345
 W8X  N9   C8   single    1.444  0.020  1.444
 W8X  C10  O11  double    1.220  0.020  1.220
 W8X  C8   C2   single    1.508  0.020  1.508
 W8X  C2   C3   aromatic  1.389  0.020  1.389
 W8X  C2   C1   aromatic  1.393  0.020  1.393
 W8X  C3   C5   aromatic  1.390  0.020  1.390
 W8X  C1   C4   aromatic  1.386  0.020  1.386
 W8X  C5   C6   aromatic  1.385  0.020  1.385
 W8X  C4   C6   aromatic  1.389  0.020  1.389
 W8X  C6   BR7  single    1.889  0.020  1.889
 W8X  C20  H2   single    0.970  0.020  1.090
 W8X  C20  H3   single    0.970  0.020  1.090
 W8X  C15  H4   single    0.930  0.020  1.080
 W8X  C16  H5   single    0.930  0.020  1.080
 W8X  C14  H6   single    0.930  0.020  1.080
 W8X  N9   H7   single    0.860  0.020  1.020
 W8X  C8   H8   single    0.970  0.020  1.090
 W8X  C8   H9   single    0.970  0.020  1.090
 W8X  C3   H10  single    0.930  0.020  1.080
 W8X  C5   H11  single    0.930  0.020  1.080
 W8X  C4   H12  single    0.930  0.020  1.080
 W8X  C1   H13  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 W8X  C20  C21  O22  118.53  3.000
 W8X  C20  C21  O23  113.14  3.000
 W8X  O22  C21  O23  128.33  3.000
 W8X  H3   C20  H2   107.20  3.000
 W8X  H3   C20  O19  110.31  3.000
 W8X  H2   C20  O19  110.34  3.000
 W8X  H3   C20  C21  108.90  3.000
 W8X  H2   C20  C21  109.18  3.000
 W8X  O19  C20  C21  110.82  3.000
 W8X  C12  O19  C20  119.03  3.000
 W8X  C13  C12  C15  119.29  3.000
 W8X  C13  C12  O19  116.61  3.000
 W8X  C15  C12  O19  124.09  3.000
 W8X  H4   C15  C17  119.38  3.000
 W8X  H4   C15  C12  121.34  3.000
 W8X  C17  C15  C12  119.28  3.000
 W8X  C16  C17  CL1  119.30  3.000
 W8X  C16  C17  C15  122.34  3.000
 W8X  CL1  C17  C15  118.37  3.000
 W8X  H5   C16  C14  120.88  3.000
 W8X  H5   C16  C17  121.35  3.000
 W8X  C14  C16  C17  117.78  3.000
 W8X  H6   C14  C13  119.59  3.000
 W8X  H6   C14  C16  118.75  3.000
 W8X  C13  C14  C16  121.65  3.000
 W8X  C10  C13  C14  119.64  3.000
 W8X  C10  C13  C12  120.63  3.000
 W8X  C14  C13  C12  119.66  3.000
 W8X  N9   C10  O11  124.11  3.000
 W8X  O11  C10  C13  121.95  3.000
 W8X  N9   C10  C13  113.90  3.000
 W8X  H7   N9   C8   117.21  3.000
 W8X  H7   N9   C10  118.50  3.000
 W8X  C8   N9   C10  124.27  3.000
 W8X  H9   C8   H8   106.96  3.000
 W8X  H9   C8   C2   110.17  3.000
 W8X  H8   C8   C2   109.83  3.000
 W8X  H9   C8   N9   107.99  3.000
 W8X  H8   C8   N9   109.49  3.000
 W8X  C2   C8   N9   112.25  3.000
 W8X  C1   C2   C3   118.62  3.000
 W8X  C1   C2   C8   120.65  3.000
 W8X  C3   C2   C8   120.73  3.000
 W8X  H10  C3   C5   118.93  3.000
 W8X  H10  C3   C2   119.88  3.000
 W8X  C5   C3   C2   121.19  3.000
 W8X  H11  C5   C6   121.19  3.000
 W8X  H11  C5   C3   119.84  3.000
 W8X  C6   C5   C3   118.97  3.000
 W8X  C4   C6   BR7  119.42  3.000
 W8X  BR7  C6   C5   119.55  3.000
 W8X  C4   C6   C5   121.04  3.000
 W8X  H12  C4   C1   119.87  3.000
 W8X  H12  C4   C6   121.08  3.000
 W8X  C1   C4   C6   119.06  3.000
 W8X  H13  C1   C4   118.63  3.000
 W8X  H13  C1   C2   120.25  3.000
 W8X  C4   C1   C2   121.12  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 W8X  CONST_01  C16  C17  C15  C12     0.00   0.0  0
 W8X  CONST_02  C16  C14  C13  C12     0.00   0.0  0
 W8X  CONST_03  C14  C16  C17  C15     0.00   0.0  0
 W8X  CONST_04  C14  C13  C12  C15     0.00   0.0  0
 W8X  CONST_05  C13  C12  C15  C17     0.00   0.0  0
 W8X  CONST_06  C13  C14  C16  C17     0.00   0.0  0
 W8X  CONST_07  C6   C5   C3   C2      0.00   0.0  0
 W8X  CONST_08  C6   C4   C1   C2      0.00   0.0  0
 W8X  CONST_09  C4   C1   C2   C3      0.00   0.0  0
 W8X  CONST_10  C4   C6   C5   C3      0.00   0.0  0
 W8X  CONST_11  C1   C2   C3   C5      0.00   0.0  0
 W8X  CONST_12  C1   C4   C6   C5      0.00   0.0  0
 W8X  CONST_13  C17  C15  C12  O19   180.00   0.0  0
 W8X  CONST_14  C14  C13  C12  O19   180.00   0.0  0
 W8X  CONST_15  CL1  C17  C15  C12   180.00   0.0  0
 W8X  CONST_16  C10  C13  C12  C15   180.00   0.0  0
 W8X  CONST_17  C14  C16  C17  CL1   180.00   0.0  0
 W8X  CONST_18  C10  C13  C14  C16   180.00   0.0  0
 W8X  CONST_19  C5   C3   C2   C8    180.00   0.0  0
 W8X  CONST_20  C4   C1   C2   C8    180.00   0.0  0
 W8X  CONST_21  BR7  C6   C5   C3    180.00   0.0  0
 W8X  CONST_22  C1   C4   C6   BR7   180.00   0.0  0
 W8X  CONST_23  H6   C14  C13  C12   180.00   0.0  0
 W8X  CONST_24  H5   C16  C17  C15   180.00   0.0  0
 W8X  CONST_25  H4   C15  C17  C16   180.00   0.0  0
 W8X  CONST_26  H11  C5   C3   C2    180.00   0.0  0
 W8X  CONST_27  H12  C4   C1   C2    180.00   0.0  0
 W8X  CONST_28  H13  C1   C2   C3    180.00   0.0  0
 W8X  CONST_29  H10  C3   C5   C6    180.00   0.0  0
 W8X  CONST_30  C8   N9   C10  C13   180.00   0.0  0
 W8X  CONST_31  H7   N9   C10  C13     0.00   0.0  0
 W8X  CONST_32  C8   N9   C10  O11     0.00   0.0  0
 W8X  Var_01    C15  C12  O19  C20    -0.67  30.0  2
 W8X  Var_02    N9   C10  C13  C12  -122.14  30.0  2
 W8X  Var_03    C3   C2   C8   N9    128.38  30.0  2
 W8X  Var_04    C2   C8   N9   C10   112.05  30.0  3
 W8X  Var_05    H2   C20  O19  C12    61.18  30.0  2
 W8X  Var_06    O19  C20  C21  O23  -178.17  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 W8X  plan-1  O19  0.020
 W8X  plan-1  C12  0.020
 W8X  plan-1  C15  0.020
 W8X  plan-1  C17  0.020
 W8X  plan-1  CL1  0.020
 W8X  plan-1  C16  0.020
 W8X  plan-1  C14  0.020
 W8X  plan-1  C13  0.020
 W8X  plan-1  C10  0.020
 W8X  plan-1  H4   0.020
 W8X  plan-1  H5   0.020
 W8X  plan-1  H6   0.020
 W8X  plan-2  C8   0.020
 W8X  plan-2  C2   0.020
 W8X  plan-2  C3   0.020
 W8X  plan-2  C5   0.020
 W8X  plan-2  C6   0.020
 W8X  plan-2  BR7  0.020
 W8X  plan-2  C4   0.020
 W8X  plan-2  C1   0.020
 W8X  plan-2  H10  0.020
 W8X  plan-2  H11  0.020
 W8X  plan-2  H12  0.020
 W8X  plan-2  H13  0.020
 W8X  plan-3  C13  0.020
 W8X  plan-3  C10  0.020
 W8X  plan-3  O11  0.020
 W8X  plan-3  N9   0.020
 W8X  plan-3  C8   0.020
 W8X  plan-3  H7   0.020
 W8X  plan-4  O23  0.020
 W8X  plan-4  C21  0.020
 W8X  plan-4  O22  0.020
 W8X  plan-4  C20  0.020

